The Most Expensive Airbnb Listings You Can Rent in Canada

March 5, 2018Brent Furdyk

As Airbnb and other online vacation rental apps continue to change the way we travel, check out these amazing Airbnb offerings throughout Canada that require deep pockets, ranging from a medieval castle in Saskatchewan to your own private island getaway.

Real Estate

The Most Expensive Airbnb Listings You Can Rent in Canada

March 5, 2018 Brent Furdyk

As Airbnb and other online vacation rental apps continue to change the way we travel, check out these amazing Airbnb offerings throughout Canada that require deep pockets, ranging from a medieval castle in Saskatchewan to your own private island getaway.

Panoramic Executive Suite, Vancouver

Panoramic Executive Suite, Vancouver

Located in the heart of downtown Vancouver, this luxury condo boasts breathtaking panoramic views of the city and the North Shore mountains and "every single waterfront view in Downtown Vancouver." The suite also includes a state-of-the art kitchen with Miele appliances, granite countertops and European-design cabinetry, in addition to spa-like bathrooms and a built-in television in the master suite.<br><br>
Looking for something a little less modern? This <a href="https://www.greatcanadianhomes.ca/photos/restored-vancouver-home-1903800/" rel="noopener" target="_blank">spectacular heritage property in Vancouver</a> will transport you to another time.

Panoramic Executive Suite, Vancouver

PHOTO 2 of 20

READ LESS -

Located in the heart of downtown Vancouver, this luxury condo boasts breathtaking panoramic views of the city and the North Shore mountains and "every single waterfront view in Downtown Vancouver." The suite also includes a state-of-the art kitchen with Miele appliances, granite countertops and European-design cabinetry, in addition to spa-like bathrooms and a built-in television in the master suite.<br><br>
Looking for something a little less modern? This <a href="https://www.greatcanadianhomes.ca/photos/restored-vancouver-home-1903800/" rel="noopener" target="_blank">spectacular heritage property in Vancouver</a> will transport you to another time.

Modern Concrete House, Vancouver

Modern Concrete House, Vancouver

Located in the Vancouver suburb of Burnaby (about 20 minutes from downtown), this modern concrete home offers such features as a rooftop patio with fire pit, high-end sound system throughout, a home theatre (with hot tub!), a pool (which can be accessed via a concrete tunnel) and more.

Modern Concrete House, Vancouver

PHOTO 4 of 20

READ LESS -

Located in the Vancouver suburb of Burnaby (about 20 minutes from downtown), this modern concrete home offers such features as a rooftop patio with fire pit, high-end sound system throughout, a home theatre (with hot tub!), a pool (which can be accessed via a concrete tunnel) and more.

The Sanctuary, Squamish, B.C.

The Sanctuary, Squamish, B.C.

This nature retreat in Squamish (about an hour from Vancouver and 45 minutes from Whistler) sits on an 11.4-acre property at the edge of the Squamish River. "Gather with friends and family and experience nature's majesty as hundreds of bald eagles fish for salmon, seals swim up the river, and the mountains rise up in full view and in the privacy of your own back yard," notes <a href="https://www.airbnb.ca/rooms/17514730" rel="noopener" target="_blank">the listing</a>.

The Sanctuary, Squamish, B.C.

PHOTO 6 of 20

READ LESS -

This nature retreat in Squamish (about an hour from Vancouver and 45 minutes from Whistler) sits on an 11.4-acre property at the edge of the Squamish River. "Gather with friends and family and experience nature's majesty as hundreds of bald eagles fish for salmon, seals swim up the river, and the mountains rise up in full view and in the privacy of your own back yard," notes <a href="https://www.airbnb.ca/rooms/17514730" rel="noopener" target="_blank">the listing</a>.

Stone Hall Castle, Regina

Stone Hall Castle, Regina

You don't see a lot of European-inspired, Medieval-style castles in the Canadian prairies, which is a big part of the charm of this unbelievably unique Airbnb rental in Regina. For just under $1,500 per night, guests will stay in the castle's "Princess Suite" on the second level, featuring a 17th-century four-poster oak canopy bed and gourmet galley-style kitchen featuring its own south-facing balcony. "This timeless suite is furnished with amazing 17th-century furniture, paintings, over-sized copper soaking tub and walk-in closet complete with its own private laundry," notes <a href="https://www.airbnb.ca/rooms/20284252">the listing</a>, which adds that the experience also comes with "your own butler or serving wench for your entire stay." Guests are also free to enjoy the home theatre, Great Hall (with soaring 20-foot ceilings) and library, complete with hand-carved limestone fireplace.

Stone Hall Castle, Regina

PHOTO 8 of 20

READ LESS -

You don't see a lot of European-inspired, Medieval-style castles in the Canadian prairies, which is a big part of the charm of this unbelievably unique Airbnb rental in Regina. For just under $1,500 per night, guests will stay in the castle's "Princess Suite" on the second level, featuring a 17th-century four-poster oak canopy bed and gourmet galley-style kitchen featuring its own south-facing balcony. "This timeless suite is furnished with amazing 17th-century furniture, paintings, over-sized copper soaking tub and walk-in closet complete with its own private laundry," notes <a href="https://www.airbnb.ca/rooms/20284252">the listing</a>, which adds that the experience also comes with "your own butler or serving wench for your entire stay." Guests are also free to enjoy the home theatre, Great Hall (with soaring 20-foot ceilings) and library, complete with hand-carved limestone fireplace.

Stunning Dovercourt House, Toronto

Stunning Dovercourt House, Toronto

According to the listing, this renovated home in Toronto's Dovercourt neighbourhood consists of 3 separate units, with the price including all units (6 This beautiful recently renovated house, consists of 3 separate units (6 bedrooms total). Featuring a convenient location — close to bars and restaurants on Queen West and the Ossington Strip — other features of this loft-style home include high ceilings and a sleek, modern design.

Stunning Dovercourt House, Toronto

PHOTO 10 of 20

READ LESS -

According to the listing, this renovated home in Toronto's Dovercourt neighbourhood consists of 3 separate units, with the price including all units (6 This beautiful recently renovated house, consists of 3 separate units (6 bedrooms total). Featuring a convenient location — close to bars and restaurants on Queen West and the Ossington Strip — other features of this loft-style home include high ceilings and a sleek, modern design.

Cherry Island, Muskoka, Ont.

Cherry Island, Muskoka, Ont.

Whether you feel like napping in a hammock on a private beach or carving a wave on a wakeboard, this recently constructed 5,000-square-foot luxury retreat on a private island in Muskoka has got you covered. The rental also includes use of a luxury Bentley pontoon boat, while amenities include gourmet kitchen, four refrigerators and four freezers and, of course, some of Canada's most spectacular nature.

Cherry Island, Muskoka, Ont.

PHOTO 12 of 20

READ LESS -

Whether you feel like napping in a hammock on a private beach or carving a wave on a wakeboard, this recently constructed 5,000-square-foot luxury retreat on a private island in Muskoka has got you covered. The rental also includes use of a luxury Bentley pontoon boat, while amenities include gourmet kitchen, four refrigerators and four freezers and, of course, some of Canada's most spectacular nature.

Waterfront Estate, Prince Edward County, Ont.

Waterfront Estate, Prince Edward County, Ont.

<p>Price: $1,801 per night</p>
<p>Sleeps: 14</p>
Specs: 5 bedrooms, 5 baths
<br><br>Looking for something a little more modest in PEC? Check out <a href="http://www.hgtv.ca/home-tours/photos/tiny-house-prince-edward-county-1906995/" rel="noopener" target="_blank">this 250-square-foot trailer</a>, which is also available on Airbnb for just $220 per night.

Waterfront Estate, Prince Edward County, Ont.

PHOTO 13 of 20

READ LESS -

<p>Price: $1,801 per night</p>
<p>Sleeps: 14</p>
Specs: 5 bedrooms, 5 baths
<br><br>Looking for something a little more modest in PEC? Check out <a href="http://www.hgtv.ca/home-tours/photos/tiny-house-prince-edward-county-1906995/" rel="noopener" target="_blank">this 250-square-foot trailer</a>, which is also available on Airbnb for just $220 per night.

Luxury Yacht Charter, Toronto

Luxury Yacht Charter, Toronto

So this isn't technically a house, but it's nearly as big as one! For just under $3,900 per night you can rent this 50-foot Italian luxury yacht — captain included! — to explore the liquid majesty of Lake Ontario.

Luxury Yacht Charter, Toronto

PHOTO 16 of 20

READ LESS -

So this isn't technically a house, but it's nearly as big as one! For just under $3,900 per night you can rent this 50-foot Italian luxury yacht — captain included! — to explore the liquid majesty of Lake Ontario.

Luxury Penthouse, Montreal

Luxury Penthouse, Montreal

Geared toward those celebrating events, this spectacular property features 5 private patios, a huge 8-person rooftop hot tub, 11 queen beds in 9 bedrooms (as the listing explains, "this is not a refugee camp with beds squeezed into common areas!"), an outdoor bar, huge patio sectional, barbecue and great location in downtown Montreal, "steps from nightlife." If you're looking to accommodate a LOT of people, this is the place for you, able to sleep 22 people in queen beds and additional people (up to 38!) on couches and air mattresses.

Luxury Penthouse, Montreal

PHOTO 18 of 20

READ LESS -

Geared toward those celebrating events, this spectacular property features 5 private patios, a huge 8-person rooftop hot tub, 11 queen beds in 9 bedrooms (as the listing explains, "this is not a refugee camp with beds squeezed into common areas!"), an outdoor bar, huge patio sectional, barbecue and great location in downtown Montreal, "steps from nightlife." If you're looking to accommodate a LOT of people, this is the place for you, able to sleep 22 people in queen beds and additional people (up to 38!) on couches and air mattresses.